Associate Director (Vacation Rental)

Overview

This role helps lead the accounting function for a portfolio of vacation rental clients. Reporting to the Accounting Director, you will own financial reporting for a group of client engagements, lead and develop a team of senior accountants and accountants, and serve as a trusted point of contact for client leadership.

Responsibilities

• Manage month-end and year-end close for an assigned portfolio of vacation rental clients, reviewing work and ensuring accurate, timely financial statements.
• Lead, mentor, and develop a team of senior accountants and accountants, providing day-to-day guidance and quality review.
• Serve as the primary point of contact for client finance and operations leaders, presenting monthly results and translating numbers into operational insights.
• Oversee trust accounting, owner statements, and reconciliations specific to vacation rental and property management operations.
• Prepare and review investor and management reporting packages, including VR-specific KPIs such as RevPAR, occupancy, ADR, and owner payouts.
• Identify and implement improvements to close processes, internal controls, and accounting policies in partnership with the Accounting Director.
• Support audits, tax coordination, due diligence, and integration work as clients grow through acquisition.
• Collaborate with FP&A and advisory teams on budgeting, forecasting, and cash management.
• Champion the adoption of technology and automation across the accounting stack.

Requirements

• 6+ years of progressive accounting experience, including 2+ years leading or reviewing the work of others (Senior Accountant, Controller, or Accounting Manager).
• Strong command of US GAAP and accrual accounting.
• Experience in vacation rental, property management, or hospitality accounting.
• Proven ability to manage multiple entities or client engagements at once.
• Clear, confident communication with client executives, owners, and internal leadership.
• Hands-on experience with accounting systems such as QuickBooks Online, Xero, NetSuite, or Sage Intacct, plus PMS integrations like Guesty, Track, Streamline, or Escapia.
• CPA or equivalent certification preferred, or actively pursuing.

Preferred Qualifications

• Experience at a private equity–backed company, including investor reporting, lender covenants, or roll-up integrations.
• Background in an outsourced accounting, fractional CFO, or advisory firm, managing several client relationships at the same time.

Compensation & Benefits

• Competitive compensation, aligned with experience.
• Fully remote, flexible work environment.

Location

Fully remote.